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The Synthesis of Racemic Ambrox ®
Author(s) -
Büchi George,
Wüest Hans
Publication year - 1989
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19890720517
Subject(s) - chemistry , enantiomer , bicyclic molecule , odor , ether , stereochemistry , organic chemistry , racemic mixture
(±)‐ Ambrox ( 10 ), the racemic form of (−)‐ Ambrox ®, the commercially most important ambergris odorant has been synthesized from a readily available bicyclic keto ester in five steps. The racemic ether retains the characteristic scent of fine‐quality ambergis, and the odor threshold of the racemate and the (−)‐enantiomer prepared from natural sclareol were found to be essentially identical.